Azo dye.



unirnn smrns ATENT orr ca.

JOHANNES JANSEN AND WILHELM NEELIriEIER, OF LEVERKUSEN, NEAR COLOGNE, GERMANY, ASSIGNORS TO FARBENFABRIKEN 'VORM. FRIEDR. BAYER. & 00., .OF ELBERFELD, GERMANY, A CGRPORATION OF GERMANY.

"Azo DYE.

Specification of Letters Patent. Application filed February 23, 1909.

Patented June 8, 1909. Serial No. 479,575.

W To (122 whbm'c't may concern:

Be it known that we, JOHANNES JANSEN and \VILHELM Nnnummn, doctors of philosophy, chemists, citizens of the German Empire, residing at Lever sen, near Cologne, Germany, have invented new and useful Improvements in'new Azo the following is a specification.

Our invention relates to the manufacture and production of new coloring matters capable of dyeing on a mordant.

The new dyestuffs are obtainedby combining the dia'zo compounds of such orthoanlinophenol derivatives which contain neither sulfonic nor carboxylic groups with l.3dioxyquinolin.

The new products possess the valuable property that they can be dyed on wool to gether with bichromate in the same bath. They can also be dyed on a chrome mordant or according to'the after-chroming method. The dyeing in one bath is best done by adding the dye with the bichromate to thebath,

entering the wool, boiling, adding acetic acid in small portions and boiling again.

Fast red shades are thus obtained.

The new brown powders soluble in water generally with a red to violet color and soluble in concentrated sulfuric acid yellowish-red to reddish-brown color. They yield upon reduction with stannous chlorid and hydrochloric acid orthoaniinophenol derivatives and 1.3-dioxy-2-aminoquinolin. In carrying out our new process practically we can proceed as follows, the'parts being by weight xample :22.9 parts of picramic acid are diazotized in the usual manner by means of hydrochloric acid and 7 nitrite. The diazo compound is'then added to an aqueous solution, which has to be stirred, until the combination is finished,

of 20.5? parts of the di-sodium salt of 1.3-di- Dves, of which phenol and 1.3-dioxy-2-aminoquinolin are obtained. It dyes wool according to the above described method yellowish-red fast shades. Y

The process is carried out in an analogous manner on startingfrom other of the above mentioned ortho-aminophenols, such as 4- ChIOI'O-QHIDlIIOPhBILOl, eLG-dichloroQ-aminophenol, 4-nitr0-2-aminophenol, 5-nitro-2- aminophenol, G-chloro-d-nitrolaminophenol, 6-nitro-l-chloro Q-aminophenol, 6-methyl-4-- nitro 2-aminophenol, 4-methyl-6-nitro-2-aminophenol, 2.4-dinitro-3-n1ethyl-6-aminophe- 1101 etc. I v c I We claim v 1. The herein-described new azo dyestuffs, obtainable from ortho-aminophenol derivalives containing no sulfonic and carboxylic groups and 1.3-dioxyquinolin, which dyestuffs are, after being dried and pulverized, yellowish-red to brown powders soluble in water generally with a red to violet color, soluble in concentrated sulfuric acid generally with a yellowish-redto reddish-brown dyestufl's are yellowish-red to generally with a,

color; yielding upon reduction with stannous chlorid and hydrochloric acid orthoaminophenol derivatives and L3-d-ioxy-2- aniinoquin'olin; and dyeing wool together ;with bichromate and acidin the same bath fast, redshades, substantially as described.

parts of sodium 2. The herein-described new azo dyestufi' obtainable from p-icramic acid and 1.3-dioxyquinolin, which dyestufl'. is, after being dried and pulverized, a reddish -brown powder soluble in water with a dark-red color and soluble in concentrated sulfuric acid with a tion with stannous chlorid and hydrochloric acid 2.4.6-triaminophenol and 1.3-dioxy-2 arninoquinolin; and with bichromate and JOHANNES JANSEN.

[1,. a] Wmimru NEELMEIER. [1. s. J

Witnesses:

Orro Ktimc, O'r'ro SANDERS.

reddish-brown color; yielding upon reduce dyeing wool together acid in the same bath yellowish-red fast shades substantially as:- 

